Solvent-free Hydrodeoxygenation of γ-Nonalactone on Noble Metal Catalysts Supported on Zirconia

被引:5
作者
Gonzalez Escobedo, Jose Luis [1 ]
Makela, Eveliina [1 ]
Braunschweiler, Aki [1 ,3 ]
Lehtonen, Juha [1 ,3 ]
Lindblad, Marina [2 ]
Puurunen, Riikka L. [1 ]
Karinen, Reetta [1 ]
机构
[1] Aalto Univ, Dept Chem & Met Engn, POB 16100, Aalto 00076, Finland
[2] Neste Corp, POB 310, Porvoo 06101, Finland
[3] VTT Tech Res Ctr Finland LTD, POB 1000, Espoo 02044, Finland
关键词
Levulinic acid dimer; gamma-Nonalactone; Hydrodeoxygenation; Noble metal; Hydrocarbon; Fuel; REACTION-MECHANISM; PLATFORM MOLECULES; VALEROLACTONE GVL; FUEL ADDITIVES; LEVULINIC ACID; CONVERSION; BIOFUELS; IMPACT; HYDROGENATION; ADSORPTION;
D O I
10.1007/s11244-019-01161-6
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The possibility to valorize levulinic acid (LA) dimers to lignocellulose-based biofuels via hydrodeoxygenation (HDO) was assessed using gamma-nonalactone (GNL) as a model compound. Catalytic HDO experiments were performed in a batch reactor at 280 degrees C and at an average pressure of 57.5 bar H-2. Noble metal (Ru, Rh, Pd, and Pt) catalysts supported on ZrO2. All the catalysts were active in removing oxygen from the reactant. However, the most selective catalyst for hydrocarbons (24%) was ruthenium. Unlike the other tested catalysts, Ru also provided branched hydrocarbons. In view of Ru's comparatively high selectivity to hydrocarbons, it was tested at various reaction temperatures (220-280 degrees C) for 300 min. The experiments at lower temperatures resulted in less hydrocarbons and more intermediate products, such as alcohols. In total, nearly 70 products were identified, and some of the reactions that likely occurred in the HDO experiments were discussed. The production of hydrocarbons from GNL highlights the potential of LA dimers as a route to lignocellulose-based biofuels.
引用
收藏
页码:724 / 737
页数:14
相关论文
共 49 条
[1]   Solvent-free γ-valerolactone hydrogenation to 2-methyltetrahydrofuran catalysed by Ru/C: a reaction network analysis [J].
Al-Shaal, Mohammad G. ;
Dzierbinski, Adam ;
Palkovits, Regina .
GREEN CHEMISTRY, 2014, 16 (03) :1358-1364
[2]  
[Anonymous], 1950, FUEL
[3]  
[Anonymous], 2008, [No title captured], Patent No. [WO 2008142127A1., 2008142127]
[4]  
[Anonymous], [No title captured]
[5]   Reaction Mechanism for the Conversion of γ-Valerolactone (GVL) over a Ru Catalyst: A First-Principles Study [J].
Bababrik, Reda M. ;
Wang, Bin ;
Resasco, Daniel E. .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2017, 56 (12) :3217-3222
[6]   THE DETERMINATION OF PORE VOLUME AND AREA DISTRIBUTIONS IN POROUS SUBSTANCES .1. COMPUTATIONS FROM NITROGEN ISOTHERMS [J].
BARRETT, EP ;
JOYNER, LG ;
HALENDA, PP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1951, 73 (01) :373-380
[7]  
Behrens M., 2012, Characterization of Solid Materials and Heterogeneous Catalysts: From Structure to Surface Reactivity, V1st, P611, DOI DOI 10.1002/9783527645329.CH15
[8]  
Bergeret G., 2008, Handbook of Heterogeneous Catalysis, DOI [10.1002/9783527610044.hetcat0038, DOI 10.1002/9783527610044.HETCAT0038]
[9]   Hydrodeoxygenation (HDO) of methyl palmitate over bifunctional Rh/ZrO2 catalyst: Insights into reaction mechanism via kinetic modeling [J].
Bie, Yuwei ;
Lehtonen, Juha ;
Kanervo, Jaana .
APPLIED CATALYSIS A-GENERAL, 2016, 526 :183-190
[10]   Hydrodeoxygenation of Methyl Heptanoate over Noble Metal Catalysts: Catalyst Screening and Reaction Network [J].
Bie, Yuwei ;
Gutierrez, Andrea ;
Viljava, Tuula R. ;
Kanervo, Jaana M. ;
Lehtonen, Juha .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2013, 52 (33) :11544-11551